211797-32-9

Basic information

• Product Name: (4S)-4-isopropyl-2-(pent-4-enyl)cyclohex-1-en-1-ylmethyl acetate
• Synonyms: (4S)-4-isopropyl-2-(pent-4-enyl)cyclohex-1-en-1-ylmethyl acetate
• CAS NO: 211797-32-9
• Molecular Weight: 264.408
• Mol File: 211797-32-9.mol

Chemical Properties

• CAS DataBase Reference: (4S)-4-isopropyl-2-(pent-4-enyl)cyclohex-1-en-1-ylmethyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (4S)-4-isopropyl-2-(pent-4-enyl)cyclohex-1-en-1-ylmethyl acetate(211797-32-9)
• EPA Substance Registry System: (4S)-4-isopropyl-2-(pent-4-enyl)cyclohex-1-en-1-ylmethyl acetate(211797-32-9)

Safety Data

• Hazardous Substances Data: 211797-32-9(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 441332-60-1 ((S)-4-Isopropyl-2-pent-4-enyl-cyclohex-1-enyl)-methanol 
• 100692-55-5 dihydroperilla alcohol 
• 211797-34-1 (2R,5S)-5-isopropyl-2-{[(triisopropylsilyl)oxy]methyl}cyclohexanone 
• 211797-33-0 triisopropyl {[(4S)-4-isopropylcyclohex-1-enyl]methoxy}silane 
• 211797-36-3 (4S)-4-isopropyl-2-(pent-4-enyl)cyclohex-1-en-1-carboxaldehyde 
• 211797-35-2 (1R,2R,5S)-2-(hydroxymethyl)-5-isopropyl-1-(pent-4-enyl)cyclohexanol 
• 536-59-4 (-)-perillyl alcohol 

Downstream Products

• 339157-74-3 (1R,5S,9S)-1-(iodomethyl)-9-isopropyl-6-methylidenespiro[4.5]decane 
• 211797-38-5 (1S),(9S)-1-iodomethyl-9-isopropyl-6-methylene-spiro[4.5]decane 

Relevant articles and documents

Synthesis of (-)-erythrodiene and (+)-7-epispirojatamol via intramolecular Pd-catalyzed allylzincation

Two spirobicyclic sesquiterpenoids, (-)-erythrodiene (1) and (+)-7-epispirojatamol (30), were synthesized in enantiomericaliy pure form via an intramolecular allylzincation process. The allylzinc species were formed in the presence of Et2Zn via transmetallation of a catalytically generated allylpalladium intermediate. Several Pd catalysts were tested for this transformation, and [Pd(OAc)2]/Bu3P (1 equiv.) was found to be, by far, the most effective. Whereas the preparation of 1 involved allylzincation of a tethered terminal olefin, 30 was formed via a novel intramolecular allyl zincation of a methyl ketone. Both reactions showed the same stereochemical preference, yielding the spirobicyclic products in 95:5 and 4:1 diastereoisomer ratios, respectively.

Synthesis of (-)-erythrodiene via intramolecular Pd-catalyzed Zn-ene reaction

A highly diastereoselective synthesis of (-)-Erythrodiene was achieved via an intramolecular Pd-catalyzed Zne-ene reaction as the key step. It was found that Pd(OAc)2/Bu3P was a superior catalyst for this reaction to Pd(PPh3)4.